- Distance: 1,698.5 mi
- Duration: 37h 59m
The train between Chicago and Winter Park takes 37h 59m. There is at least one train per day from Chicago to Winter Park. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.
Trains run once daily between Chicago and Winter Park. The earliest departure is at 6:40 PM in the evening, and the last departure from Chicago is at 6:40 PM which arrives into Winter Park at 9:39 AM. All services run direct with no transfers required, and take on average 37h 59m. The schedules shown below are for the next available departures.
Want to know about travelling from Chicago to Winter Park? We have put together a list of the most frequently asked questions from our users such as: What is the cheapest mode of transport? What is the quickest option? How much do tickets usually cost? and many more.
Yes, there is a direct train departing from Chicago station and arriving at Winter Park station. Services depart once daily, and operate Once daily. The journey takes approximately 37h 59m.
Chicago to Winter Park train services, operated by Amtrak, depart from Chicago Union Station.
Chicago to Winter Park train services, operated by Amtrak, arrive at Winter Park Amtrak Station.
Book your Chicago to Winter Park train tickets online with Amtrak.
The distance between Chicago and Winter Park is 1,581.6 km. The road distance is 2,733 km.
Amtrak operates a train from Chicago Union Station to Winter Park Amtrak Station once daily. Tickets cost $550–1,200 and the journey takes 37h 59m.
